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Epiboxidine
Sign in to saveEpiboxidine is a chemical compound which acts as a partial agonist at neural nicotinic acetylcholine receptors, binding to both the α3β4 and the α4β2 subtypes. It was developed as a less toxic analogue of the potent frog-derived alkaloid epibatidine, which is around 200 times stronger than morphine as an analgesic but is deadly toxic.
Chemical data
- Formula
- C10H14N2O
- Molecular weight
- 178.23 g/mol
- IUPAC name
- 5-[(1R,2S,4S)-7-azabicyclo[2.2.1]heptan-2-yl]-3-methyl-1,2-oxazole
- SMILES
- CC1=NOC(=C1)[C@H]2C[C@@H]3CC[C@H]2N3
- InChIKey
- GEEFPQBPVBFCSD-XHNCKOQMSA-N
- XLogP
- 1.2
- Polar surface area
- 38.1 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 178.110613
Show 4 more facts
- chemical formula
- C₁₀H₁₄N₂O
- isomeric SMILES
- CC1=NOC(=C1)[C@H]2C[C@@H]3CC[C@H]2N3
- canonical SMILES
- CC1=NOC(=C1)C2CC3CCC2N3
- Commons category
- Epiboxidine
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Uses
- See also
- References
Epiboxidine is a chemical compound which acts as a partial agonist at neural nicotinic acetylcholine receptors, binding to both the α3β4 and the α4β2 subtypes. It was developed as a less toxic analogue of the potent frog-derived alkaloid epibatidine, which is around 200 times stronger than morphine as an analgesic but is deadly toxic.
Epiboxidine is around one-tenth as potent as epibatidine as an α4β2 agonist, but has around the same potency as an α3β4 agonist. It has only one-tenth of the analgesic power of epibatidine, but is also much less toxic.
Excerpted from Wikipedia’s “Epiboxidine” article, available under the CC BY-SA 4.0 licence.